CA2217516A1 - Triazole antifungal agent - Google Patents
Triazole antifungal agentInfo
- Publication number
- CA2217516A1 CA2217516A1 CA002217516A CA2217516A CA2217516A1 CA 2217516 A1 CA2217516 A1 CA 2217516A1 CA 002217516 A CA002217516 A CA 002217516A CA 2217516 A CA2217516 A CA 2217516A CA 2217516 A1 CA2217516 A1 CA 2217516A1
- Authority
- CA
- Canada
- Prior art keywords
- substituted
- antifungal agent
- triazole antifungal
- phenyl
- represent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229940121375 antifungal agent Drugs 0.000 title 1
- 239000003429 antifungal agent Substances 0.000 title 1
- 150000003852 triazoles Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000003341 7 membered heterocyclic group Chemical group 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 230000000843 anti-fungal effect Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Veterinary Medicine (AREA)
- Plant Pathology (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
A compound having the formula:
(see Formula I) [wherein Ar1 represents a phenyl which may be substituted, Ar2 represents a phenyl which may be substituted or a heterocyclic group which may be substituted, R0 represents a hydrogen atom or a lower alkyl; R1 represents a lower alkyl; R2 to R5 represent a hydrogen atom or an alkyl which may be substituted with halogen, n represents 0 to 2; p represents 0 or 1; q, r and s represent 0 to 2; A represents a 4-to 7-membered carbon ring or a 4- to 7-membered heterocyclic group].
The compound of the present invention exhibits excellent antifungal activities.
(see Formula I) [wherein Ar1 represents a phenyl which may be substituted, Ar2 represents a phenyl which may be substituted or a heterocyclic group which may be substituted, R0 represents a hydrogen atom or a lower alkyl; R1 represents a lower alkyl; R2 to R5 represent a hydrogen atom or an alkyl which may be substituted with halogen, n represents 0 to 2; p represents 0 or 1; q, r and s represent 0 to 2; A represents a 4-to 7-membered carbon ring or a 4- to 7-membered heterocyclic group].
The compound of the present invention exhibits excellent antifungal activities.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8105295 | 1995-04-06 | ||
JP7/81052 | 1995-04-06 | ||
PCT/JP1996/000932 WO1996031491A1 (en) | 1995-04-06 | 1996-04-05 | Triazole antifungal agent |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2217516A1 true CA2217516A1 (en) | 1996-10-10 |
CA2217516C CA2217516C (en) | 2003-01-14 |
Family
ID=13735652
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002217516A Expired - Fee Related CA2217516C (en) | 1995-04-06 | 1996-04-05 | Triazole antifungal agent |
Country Status (18)
Country | Link |
---|---|
US (5) | US5977152A (en) |
EP (1) | EP0841327B1 (en) |
KR (1) | KR100367327B1 (en) |
CN (1) | CN1151138C (en) |
AT (1) | ATE206410T1 (en) |
CA (1) | CA2217516C (en) |
CZ (1) | CZ292377B6 (en) |
DE (1) | DE69615694T2 (en) |
DK (1) | DK0841327T3 (en) |
ES (1) | ES2164238T3 (en) |
HK (1) | HK1009803A1 (en) |
HU (1) | HU227320B1 (en) |
MX (1) | MX9707697A (en) |
NO (1) | NO319218B1 (en) |
NZ (1) | NZ304438A (en) |
PT (1) | PT841327E (en) |
RU (1) | RU2146250C1 (en) |
WO (1) | WO1996031491A1 (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU5779598A (en) * | 1997-02-04 | 1998-08-25 | Sankyo Company Limited | Triazole derivatives |
US6275026B1 (en) * | 1999-08-10 | 2001-08-14 | Trw Inc. | Position sensing device |
CZ297383B6 (en) * | 1999-09-09 | 2006-11-15 | Sankyo Company Limited | Triazole derivatives exhibiting antifungal activity |
US6391903B1 (en) | 1999-09-09 | 2002-05-21 | Sankyo Company, Limited | Triazole derivatives having antifungal activity |
TW591024B (en) * | 2000-03-27 | 2004-06-11 | Sankyo Lifetech Company Ltd | An amide type triazole compound having antifungal activity |
WO2002040472A1 (en) * | 2000-11-16 | 2002-05-23 | Sankyo Company, Limited | Carbamoyl-bearing triazole fungicides |
US7687434B2 (en) * | 2000-12-22 | 2010-03-30 | Monsanto Technology, Llc | Method of improving yield and vigor of plants |
HUP0303249A3 (en) | 2001-02-22 | 2007-03-28 | Sankyo Co | Water-soluble triazole fungicide compounds and pharmaceutical compositions containing them |
BR0213586A (en) | 2001-09-27 | 2004-10-26 | Monsanto Technology Llc | Fungicidal compositions and their applications in agriculture |
KR20060015745A (en) * | 2003-06-06 | 2006-02-20 | 상꾜 가부시키가이샤 | Medicinal composition containing triazole compound |
CN112137972A (en) * | 2020-09-16 | 2020-12-29 | 石家庄四药有限公司 | Fluconazole tablet composition, tablet and preparation method |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK161382C (en) * | 1982-04-01 | 1991-12-09 | Pfizer | PROCEDURE FOR PREPARING 1,2,4-TRIAZOL COMPOUNDS OR PHARMACEUTICAL ACCEPTABLE ACID ADDITION SALTS |
US4507484A (en) * | 1982-07-24 | 1985-03-26 | Pfizer Inc. | Triazole antifungal agents |
US4505919A (en) * | 1982-10-09 | 1985-03-19 | Pfizer Inc. | Antifungal S-arylmethyl- and S-heterocyclylmethyl ethers of 2-aryl-3-mercapto-1-(1H-1,2,4-triazol-1-yl) propan-2-ols |
JPS6069071A (en) * | 1983-09-26 | 1985-04-19 | Sumitomo Chem Co Ltd | N-substituted-1,2,4-triazole |
JPS60136570A (en) * | 1984-08-27 | 1985-07-20 | Sumitomo Chem Co Ltd | 1,2,4-triazolylpropanol |
AU572889B2 (en) * | 1983-09-26 | 1988-05-19 | Sumitomo Chemical Company, Limited | 1,2,4 - triazolyl propanols |
DE3402166A1 (en) * | 1984-01-23 | 1985-07-25 | Hoechst Ag, 6230 Frankfurt | AZOLYL-ARYL-ALKANOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE |
KR930004193B1 (en) * | 1984-10-02 | 1993-05-21 | 스미또모 세이야꾸 가부시끼가이샤 | Process for preparing n-substituted triazole derivatives |
JPS6185369A (en) | 1984-10-02 | 1986-04-30 | Sumitomo Seiyaku Kk | 1,2,4-triazole derivative |
CN1008735B (en) * | 1984-11-02 | 1990-07-11 | 拜尔公司 | Pyrrole ylmethyl-cyclopropyl-carbinol derivatives with replacement is a composition of active components |
JPH02191262A (en) * | 1988-03-04 | 1990-07-27 | Sankyo Co Ltd | Triazole derivative |
NO171272C (en) * | 1988-03-04 | 1993-02-17 | Sankyo Co | ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE 1,2,4-TRIAZOLO COMPOUNDS |
IE903395A1 (en) * | 1989-09-26 | 1991-04-10 | Takeda Chemical Industries Ltd | Triazole compounds, their production and use |
TW206224B (en) * | 1989-12-14 | 1993-05-21 | Takeda Pharm Industry Co Ltd | |
JPH04211070A (en) * | 1990-03-15 | 1992-08-03 | Takeda Chem Ind Ltd | Triazole compound and its use |
US5387599A (en) * | 1990-03-15 | 1995-02-07 | Takeda Chemical Industries, Ltd. | Triazoles, their production and use |
CA2049802A1 (en) * | 1990-08-26 | 1992-02-27 | Sadao Oida | Anti-fungal triazole derivatives, their preparation and uses |
KR920019763A (en) * | 1991-04-26 | 1992-11-19 | 모리다 가즈라 | Azole compounds, preparation methods and uses thereof |
JPH06247944A (en) * | 1992-12-28 | 1994-09-06 | Sumitomo Pharmaceut Co Ltd | Novel 1,2,4-triazole derivative |
US5393269A (en) * | 1994-01-12 | 1995-02-28 | Atkinson, Jr.; William A. | Bowling pin setting mechanism and scissor arms |
-
1996
- 1996-04-05 EP EP96908350A patent/EP0841327B1/en not_active Expired - Lifetime
- 1996-04-05 NZ NZ304438A patent/NZ304438A/en not_active IP Right Cessation
- 1996-04-05 CZ CZ19973105A patent/CZ292377B6/en not_active IP Right Cessation
- 1996-04-05 KR KR1019970707043A patent/KR100367327B1/en not_active IP Right Cessation
- 1996-04-05 DK DK96908350T patent/DK0841327T3/en active
- 1996-04-05 HU HU9801133A patent/HU227320B1/en not_active IP Right Cessation
- 1996-04-05 RU RU97116580/04A patent/RU2146250C1/en not_active IP Right Cessation
- 1996-04-05 AT AT96908350T patent/ATE206410T1/en not_active IP Right Cessation
- 1996-04-05 PT PT96908350T patent/PT841327E/en unknown
- 1996-04-05 CN CNB961945702A patent/CN1151138C/en not_active Expired - Fee Related
- 1996-04-05 ES ES96908350T patent/ES2164238T3/en not_active Expired - Lifetime
- 1996-04-05 CA CA002217516A patent/CA2217516C/en not_active Expired - Fee Related
- 1996-04-05 DE DE69615694T patent/DE69615694T2/en not_active Expired - Lifetime
- 1996-04-05 WO PCT/JP1996/000932 patent/WO1996031491A1/en active IP Right Grant
- 1996-04-05 MX MX9707697A patent/MX9707697A/en not_active IP Right Cessation
-
1997
- 1997-10-03 NO NO19974588A patent/NO319218B1/en not_active IP Right Cessation
- 1997-10-06 US US08/944,304 patent/US5977152A/en not_active Expired - Fee Related
-
1998
- 1998-09-10 HK HK98110584A patent/HK1009803A1/en not_active IP Right Cessation
-
1999
- 1999-02-01 US US09/241,369 patent/US6300357B1/en not_active Expired - Fee Related
- 1999-02-01 US US09/241,370 patent/US6306880B1/en not_active Expired - Fee Related
-
2001
- 2001-02-27 US US09/794,180 patent/US20010031778A1/en not_active Abandoned
- 2001-02-27 US US09/794,177 patent/US20010031768A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
NO974588L (en) | 1997-12-08 |
WO1996031491A1 (en) | 1996-10-10 |
HUP9801133A2 (en) | 1998-08-28 |
CN1151138C (en) | 2004-05-26 |
US6300357B1 (en) | 2001-10-09 |
KR100367327B1 (en) | 2003-03-03 |
HU227320B1 (en) | 2011-03-28 |
ES2164238T3 (en) | 2002-02-16 |
NO974588D0 (en) | 1997-10-03 |
US20010031778A1 (en) | 2001-10-18 |
DK0841327T3 (en) | 2002-01-21 |
KR19980703644A (en) | 1998-12-05 |
NO319218B1 (en) | 2005-07-04 |
RU2146250C1 (en) | 2000-03-10 |
EP0841327A1 (en) | 1998-05-13 |
HUP9801133A3 (en) | 2000-03-28 |
CZ292377B6 (en) | 2003-09-17 |
AU694638B2 (en) | 1998-07-23 |
AU5162496A (en) | 1996-10-23 |
ATE206410T1 (en) | 2001-10-15 |
US6306880B1 (en) | 2001-10-23 |
PT841327E (en) | 2002-02-28 |
EP0841327A4 (en) | 1998-09-30 |
DE69615694D1 (en) | 2001-11-08 |
DE69615694T2 (en) | 2002-07-11 |
EP0841327B1 (en) | 2001-10-04 |
US5977152A (en) | 1999-11-02 |
CZ310597A3 (en) | 1998-02-18 |
CN1187191A (en) | 1998-07-08 |
CA2217516C (en) | 2003-01-14 |
HK1009803A1 (en) | 1999-10-08 |
US20010031768A1 (en) | 2001-10-18 |
MX9707697A (en) | 1997-12-31 |
NZ304438A (en) | 1999-04-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |